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You can do a mix of boudoir/pin up for your calendar.

TIPS:
+ Prepare your outfits carefully. From fully dressed to underwear. Make sure everything goes. For example bring a fifties looking dress, with the lingerie stockings and shoes. We will take pictures of the hole outfit and go from there.
+ Choose a theme.

Fifties pin up or sixties for that matter
sailor, military (police or anything uniform) cowgirl
sexy secretary (or sexy librarian)
playboy bunny
singer (like jessica rabbit?) Sexy long dress
house wife (sexy dress, apron) – or nightie 
beach (bathing suit, sunglasses, hat)
4 seasons" winter (a nice coat – dress- sweater ) fall (tweed – boots scarves) summer (shorts or bathing suit)  spring (light dresses) 

More tips: http://marlenjames.blogspot.ca/2011/09/tips-for-your-pin-up-photography.html

Pin up

* 2 hr. boudoir session *unlimited changes * Make up application * 25 retouched high res. files via ftp link *13 page calendar


$500
 

The main difference between boudoir and pin up is the retro styling and the attitude. While boudoir is more casual and less posed, pin up is all about eye contact, the pose and the make up and hair.
To get some cool costumes online click here there are some 50’s costumes and just go nuts on the sexy costumes for women -perfect excuse to wear them! and get them on sale!